Sodium Hydroxide → (S)-2-(1-Methyl-2,2,2-trifluoroethoxy)-5-methylsulfonylbenzoic acid

HRID 1711723Notes

Reaction equation

C[O:2][C:3](=[O:21])[C:4]1[CH:9]=[C:8]([S:10]([CH3:13])(=[O:12])=[O:11])[CH:7]=[CH:6][C:5]=1[O:14][C@@H:15]([CH3:20])[C:16]([F:19])([F:18])[F:17].[OH-].[Na+]>C(O)C>[CH3:13][S:10]([C:8]1[CH:7]=[CH:6][C:5]([O:14][C@@H:15]([CH3:20])[C:16]([F:17])([F:18])[F:19])=[C:4]([CH:9]=1)[C:3]([OH:21])=[O:2])(=[O:12])=[O:11]

Participants

Conditions

Temperature: 80 °C

Procedure

To 0.77 mmol 5-methanesulfonyl-2-((S)-2,2,2-trifluoro-1-methyl-ethoxy)-benzoic acid methyl ester in 2.5 ml ethanol was added 1.53 mmol 2 N aq NaOH solution, and the reaction mixture was stirred at 80° C. for 30 minutes. After such time the solvent was removed in vacuo, the residue was taken in water and acidified by addition of 2 N HCl. After filtration, the title compound was obtained as a white solid (92% yield). MS (m/e): 311.0 ([M−H]−, 100%)

Workup

customAfter such time the solvent was removed in vacuo
additionacidified by addition of 2 N HCl
filtrationAfter filtration

Sources & evidence

ORD record: ord-d17c8b042a4d4785915da52bef7cdae9
Source dataset: uspto-grants-2010_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07790763B2

Reaction notes

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